(1'R,3'R)-2-(benzyloxycarbonylamino)-3-(3'-acetyl-2',2'-dimethylcyclobutyl)-(Z)-2-propenoic acid N-[(S)-(benzyl)(methoxycarbonyl)methyl]amide

Base Information

Chemical Name:(1'R,3'R)-2-(benzyloxycarbonylamino)-3-(3'-acetyl-2',2'-dimethylcyclobutyl)-(Z)-2-propenoic acid N-[(S)-(benzyl)(methoxycarbonyl)methyl]amide
CAS No.:608536-64-7
Molecular Formula:C₂₉H₃₄N₂O₆
Molecular Weight:506.599
Hs Code.:

Synonyms:(1'R,3'R)-2-(benzyloxycarbonylamino)-3-(3'-acetyl-2',2'-dimethylcyclobutyl)-(Z)-2-propenoic acid N-[(S)-(benzyl)(methoxycarbonyl)methyl]amide

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Chemical Property of (1'R,3'R)-2-(benzyloxycarbonylamino)-3-(3'-acetyl-2',2'-dimethylcyclobutyl)-(Z)-2-propenoic acid N-[(S)-(benzyl)(methoxycarbonyl)methyl]amide

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Technology Process of (1'R,3'R)-2-(benzyloxycarbonylamino)-3-(3'-acetyl-2',2'-dimethylcyclobutyl)-(Z)-2-propenoic acid N-[(S)-(benzyl)(methoxycarbonyl)methyl]amide

There total 2 articles about (1'R,3'R)-2-(benzyloxycarbonylamino)-3-(3'-acetyl-2',2'-dimethylcyclobutyl)-(Z)-2-propenoic acid N-[(S)-(benzyl)(methoxycarbonyl)methyl]amide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 81.0%

: 7524-50-7
methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

: 608536-60-3
(1'R,3'R)-2-(benzyloxycarbonylamino)-3-(3'-acetyl-2',2'-dimethylcyclobutyl)-(Z)-2-propenoic acid

: 608536-64-7
(1'R,3'R)-2-(benzyloxycarbonylamino)-3-(3'-acetyl-2',2'-dimethylcyclobutyl)-(Z)-2-propenoic acid N-[(S)-(benzyl)(methoxycarbonyl)methyl]amide

Guidance literature:: With TEA; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 20h;
DOI:10.1016/S0957-4166(03)00485-3

Reference yield:

: 288848-45-3
methyl (1'R,3'R)-2-benzyloxycarbonylamino-3-[2',2'-dimethyl-3'-(2-methyl-1,3-dioxolan-2-yl)cyclobutyl]-(Z)-2-propenoate

: 608536-64-7
(1'R,3'R)-2-(benzyloxycarbonylamino)-3-(3'-acetyl-2',2'-dimethylcyclobutyl)-(Z)-2-propenoic acid N-[(S)-(benzyl)(methoxycarbonyl)methyl]amide

Guidance literature:: Multi-step reaction with 2 steps

1.1: K₂CO₃ / methanol; H₂O / 12 h / 20 °C

1.2: HCl / H₂O / 12 h / 20 °C / pH 2

2.1: 81 percent / TEA; HOBt; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide*HCl / dimethylformamide / 20 h / 20 °C

With TEA; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In methanol; water; N,N-dimethyl-formamide;
DOI:10.1016/S0957-4166(03)00485-3

Reference yield: 88.0%

: 608536-64-7
(1'R,3'R)-2-(benzyloxycarbonylamino)-3-(3'-acetyl-2',2'-dimethylcyclobutyl)-(Z)-2-propenoic acid N-[(S)-(benzyl)(methoxycarbonyl)methyl]amide

: (1'R,2R,3'R)-2-(benzyloxycarbonylamino)-3-(3'-acetyl-2',2'-dimethylcyclobutyl)propanoic acid N-[(S)-(benzyl)(methoxycarbonyl)methyl]amide

Guidance literature:: With hydrogen; {(1,5-cyclooctadiene)Rh(1,2-bis((2R,5R)-2,5-diethylphospholano)benzene)}triflate; In methanol; for 24h; under 3040 Torr;
DOI:10.1016/S0957-4166(03)00485-3